Synthesis of New Morphine Derivatives Containing Halogen in the Aromatic Ring

The C-1 halogenated (brominated and chlorinated) analogues of morphine, codeine and their dihydro derivatives have been synthesized by means of known and new procedures. Hitherto unknown N-demethylation of these derivatives has also been explored, and several new N-demethyl-N-substituted analogues (allyl, n-propyl) have been prepared with the aim of contributing to a better understanding of certain details of the structure-activity relationships of the morphine alkaloids.     

Comparative Lipophilicity of Morphine Derivatives

JPC – Journal of Planar Chromatography – Modern TLC - Lipophilicity is an important physicochemical characteristic of compounds having potential use in the treatment of humans and...     

Synthesis of N-Demethyl-N-Substituted Dihydroisomorphine and Dihydroisocodeine Derivatives+

Several new N-demethyl-N-alkyl derivatives (1p, 1r, 1s, 1m, 1n and 1o) of dihydroisomorphine and dihydroisocodeine, and N-demethyl-N-cyclopropylmethylisocodeine (2g) have been prepared. The presented synthetic procedure allows a convenient access to a series of structurally related, stereochemically homogeneous substances for studies of the agonist/antagonist properties.     

过渡金属催化[2+2+2]环加成反应合成吡啶衍生物

环加成反应可以一步同时构建多个化学键,是目前国内外研究最为活跃的领域之一。相比于传统方法,过渡金属催化的[2+2+2]环加成反应是合成吡啶衍生物的有效手段。本文从反应机理、非手性吡啶化合物合成和手性吡啶化合物合成三个方面阐述了近年来吡啶衍生物的研究情况,涉及Co、Rh、Ru、Fe、Ni、Ti等金属催化体系。     

Synthesis of Quinoline Derivatives by [4+2]Cycloaddition Reaction

Synthesis of quinoline derivatives by Lewis acid catalyzed [4+2]cycloaddition was investigated.     

美乐托宁及有关化合物的合成

从人工合成的角度综述了美乐托宁及有关化合物色胺、色胺衍生物及吲哚衍生物的制备。     

Synthesis of L-Propargylglycine and Derivatives

The chemical synthesis of L -propargylglycine (L -Pra) and of various derivatives is described. The new amino acid is a starting material for carboranylalanine (Car) and for tritiated norleucine.     

Synthesis of New Dibenzo-tetraaza and Dibenzo-dioxadiaza[14]annulene Derivatives Using 3-Bromo-substituted Vinamidinium Salt

Novel bromo-substituted derivatives of dibenzo-tetraaza and dibenzo-dioxadiaza[14]annulenes B–G were synthesized by a twofold condensation reaction of a symmetrical bromo-substituted vinamidinum salt A with ortho-diamino- and ortho-amino-hydroxyarenes such as 1,2-diaminobenzene, 1,2-diamino-4,5-dimethylbenzene, 2,3-diaminonaphthalene, 1,2-diamino-4-methylbenzene, 2-amino-1-hydroxybnzene, and 2-amino-1-hydroxy-5-methyl-benzene in acetonitrile/acetic acid as reaction medium. The ultraviolet/visible spectral behavior of these [14]annulenes was examined in dimethyl sulfoxide (DMSO). Elemental analysis, infrared, ¹H NMR, ¹³C NMR, and mass spectra confirm the molecular structure of the newly synthesized compounds.     

阿比朵尔衍生物的合成

以阿比朵尔为先导化合物,以对苯醌和3-(甲基氨基)-2-丁烯酸乙酯为起始原料,设计并合成了20个新型的阿比朵尔衍生物,其结构经1 H NMR和MS表征.     

丹参素衍生物的合成

以取代苯甲醛为原料,经达参缩合、还原、水解反应合成了24个丹参素衍生物,其结构经1H NMR和MS表征。有7个是新化合物。     

四氮杂环蕃衍生物的合成

在不同的条件下用二茂铁磺酰氯对1,6,16,21-四氮杂[6.1.6.1]对环蕃进行了修饰, 分别得到单取代和四取代产物. 用双官能团化合物溴乙酰溴对1,6,16,21-四氮杂[6.1.6.1]对环蕃进行了修饰, 得到1,6,16,21-四(2-溴乙酰基)-1,6,16,21-四氮杂[6.1.6.1]对环蕃, 然后将苯并咪唑基团引入四氮杂环蕃. 合成了带有生物活性基团的四氮杂环蕃衍生物. 用¹H NMR, IR和元素分析对新化合物进行了表征.     

三氟甲基环丙烷衍生物的合成

在氟化钾存在下,含三氟甲基贫电子烯烃与一系列鉮盐反应,合成了3个新的2-三氟甲基-3-芳基甲酰基-1-乙氧羰基环丙烷,其结构经1H NMR, 13C NM R, 19F NMR, IR和MS表征,立体异构体用二维核磁共振技术确证.     

Synthesis of Ethenylbenzothiazole Derivatives

Ethenylbenzothiazoles were synthesized by the Horner-Emmons reaction of benzothiazolylmethylphosphonate with aldehydes under phase transfer catalytic conditions in 60–71% yields. Not only aromatic but also aliphatic aldehydes gave the desired products under these mild conditions in 66–71% yields.     

Synthesis of Isatin Derivatives

Reactions were studied of isatin sodium salt with bromocyclohexane, p-ethoxyphenyl chloroethyl ketone, 4,4'-di(chloromethyl)biphenyl, and 4,4'-(dichloromethyl)diphenylmethane. N-cyclohexylisatin, p-ethoxyphenyl N-isatinoethyl ketone, 4,4'-di(N-isatinomethyl)biphenyl, 4-chloromethyl-4'(N-isatinomethyl)biphenyl, 4,4'-di(N-isatinomethyl)diphenylmethane, 4-chloromethyl-4'(N-isatinomethyl)diphenylmethane, and 4-(N-morpholinomethyl)-4'-(N-isatinomethyl)diphenyl were synthesized.     

靛红衍生物的合成

以取代苯胺或者靛红为原料,通过四条不同的路线合成了一系列苯环上卤代和N-取代的靛红衍生物,最高产率达83%.其结构经NMR确认.     

异色满并[4,3—d]嘧啶类衍生物的合成

利用异色满酮－４合成了一系列新的异色满并嘧啶类衍生物４ａ－ｔｆ，其结构均经元素分析，ＩＲ和ＨＮＭＲ分析予以证实。     

罗沙替丁衍生物的合成

以间羟基苯甲醛为原料,经3步反应合成了N-{3-[3-(1-甲基哌啶)苯氧基]丙基}氯乙酰胺(3);3与乙酸钾反应得到H2-受体拮抗剂罗沙替丁乙酸酯盐酸盐;3与伯胺反应合成了4个罗沙替丁的衍生物,再与草酸成盐得对应的草酸盐,其结构经1H NMR,IR和MS表征.     

美金刚胺衍生物的合成

以盐酸美金刚胺为原料,分别与对硝基苯甲酰氯,苄氧羰基缬氨酸经酰基化反应和催化加氢反应,合成了两个新型的美金刚胺衍生物——N-对氨基苯甲酰基美金刚胺和缬氨酰基美金刚胺,其结构经1H NMR和IR表征。     

罗沙替丁乙酸酯衍生物的合成

N-{3-[3-(1-哌啶甲基)苯氧]丙基}氯乙酰胺与伯胺反应,合成了3个罗沙替丁乙酸酯衍生物,再与草酸反应成盐得对应的草酸盐,其结构经1H NMR和MS表征.     

Synthesis of Phosphonopeptide Derivatives

In 1959, Horiguchi and Kandatsu¹ first isolated 2-aminomethylphos-phonic acid from ciliate protozoa. Since then the compound has been found in numerous other organisms² and recently it has been found in human brain³, liver, heart and skeletal muscles⁴, and in red blood cell membrane. These findings establish the biological importance of the carbon-phosphorus bond in nature. Quin² suggested that the naturally occurring aminophosphonic acids are bound to proteins and peptides.